Design, Synthesis, and Evaluation of Carbamate-Substituted Analogues of (+)-Discodermolide

200435 citationsJournal Article

Authors

Amos B. Smith · Albert Einstein College of Medicine

B. Scott Freeze · University of Pennsylvania

Matthew J. LaMarche · University of Pennsylvania

Tomoyasu Hirose · Albert Einstein College of Medicine

Ignacio Brouard · Albert Einstein College of Medicine

Paul V. Rucker · Albert Einstein College of Medicine

Ming Xian

Abstract

[Structure: see text] The design, syntheses, and biological evaluation of 22 totally synthetic analogues of the potent microtubule-stabilizing agent (+)-discodermolide (1) have been achieved. Structure-activity relationships of the C(19) carbamate were defined, exploiting two synthetically simplified scaffolds, as well as the parent (+)-discodermolide framework.

Topics & Keywords

Cancer Treatment and Pharmacology Advanced Synthetic Organic Chemistry Chemical synthesis and alkaloids

Publication Details

Published in: Organic Letters

Volume 7, Issue 2, pp. 311-314

DOI: 10.1021/ol047686a

Field-Weighted Citation Impact: 1.17

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Design, Synthesis, and Evaluation of Carbamate-Substituted Analogues of (+)-Discodermolide

Authors

Abstract

Topics & Keywords

Publication Details